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    Rabeprazole Sodium

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: 117976-90-6, Rebeprazole sodium, Pariet, Aciphex, Rabeprazole sodium salt, Dexrabeprazole sodium
    Molecular Formula
    C18H20N3NaO3S
    Molecular Weight
    381.4  g/mol
    InChI Key
    KRCQSTCYZUOBHN-UHFFFAOYSA-N
    FDA UNII
    3L36P16U4R
    A 4-(3-methoxypropoxy)-3-methylpyridinyl derivative of timoprazole that is used in the therapy of STOMACH ULCERS and ZOLLINGER-ELLISON SYNDROME. The drug inhibits H(+)-K(+)-EXCHANGING ATPASE which is found in GASTRIC PARIETAL CELLS.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;2-[[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl]benzimidazol-1-ide
    2.1.2 InChI
    InChI=1S/C18H20N3O3S.Na/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18;/h3-4,6-9H,5,10-12H2,1-2H3;/q-1;+1
    2.1.3 InChI Key
    KRCQSTCYZUOBHN-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C(C=CN=C1CS(=O)C2=NC3=CC=CC=C3[N-]2)OCCCOC.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    3L36P16U4R
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1h-benzimidazole, 2-(((4-(3-methoxypropoxy)-3-methyl-2-pyridinyl)methyl)sulfinyl)-, Sodium Salt

    2. 2-((4-(3-methoxypropoxy)-3-methylpyridin-2-yl)methylsulfinyl)-1h-benzimidazole

    3. Aciphex

    4. Dexrabeprazole

    5. E 3810

    6. E3810

    7. Ly 307640

    8. Ly-307640

    9. Ly307640

    10. Pariet

    11. Rabeprazole

    12. Sodium, Rabeprazole

    2.3.2 Depositor-Supplied Synonyms

    1. 117976-90-6

    2. Rebeprazole Sodium

    3. Pariet

    4. Aciphex

    5. Rabeprazole Sodium Salt

    6. Dexrabeprazole Sodium

    7. Rabeprazole (sodium)

    8. (s)-rabeprazole Sodium Salt

    9. Aciphex Sprinkle

    10. Ly307640 Sodium

    11. Sodium Rabeprazole

    12. Rabeprazole Sodium [usan]

    13. Idiazole

    14. Rabeprazole Na

    15. Chebi:8769

    16. 171440-19-0

    17. Ly-307640

    18. E3810

    19. E-3810 Sodium

    20. Sodium;2-[[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl]benzimidazol-1-ide

    21. Ly-307640 Sodium

    22. 3l36p16u4r

    23. 1h-benzimidazole, 2-(((4-(3-methoxypropoxy)-3-methyl-2-pyridinyl)methyl)sulfinyl)-, Sodium Salt

    24. 2-(((4-(3-methoxypropoxy)-3-methyl-2-pyridyl)methyl)sulfinyl)benzimidazole Sodium Salt

    25. Nsc-759270

    26. Dsstox_cid_24205

    27. Dsstox_rid_80118

    28. Dsstox_gsid_44205

    29. 1h-benzimidazole, 2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-, Sodium Salt (1:1)

    30. Rabicip

    31. Pepcia

    32. Aciphex Sodium

    33. Ly 307640 Sodium

    34. Habeprazole Sodium

    35. Sodium 2-((4-(3-methoxypropoxy)-3-methylpyridin-2-yl)methylsulfinyl)benzo[d]imidazol-1-ide

    36. Sodium 2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfinyl)benzimidazol-1-ide

    37. Smr000550493

    38. Cas-117976-90-6

    39. Ncgc00159518-02

    40. E 3810

    41. Pariete

    42. Unii-3l36p16u4r

    43. Pariprazole Sodium

    44. Dexrabeprazolesodium

    45. Rebeprazole Sodium;

    46. Aciphex (tn)

    47. Pariet (tn)

    48. Rebeprazole Sodium Salt

    49. Rabeprazole Sodium- Bio-x

    50. Mls001165734

    51. Mls006010621

    52. Schembl140494

    53. Rabeprazole Na [vandf]

    54. Chembl1200930

    55. Dtxsid3044205

    56. Rabeprazole Sodium [jan]

    57. Hy-b0656a

    58. Rabeprazole Sodium (jp17/usp)

    59. Ex-a176

    60. Hms2093h10

    61. Hms2231e04

    62. Hms3373b05

    63. Rabeprazole Sodium [mart.]

    64. Bcp06639

    65. Rabeprazole Sodium [usp-rs]

    66. Rabeprazole Sodium [who-dd]

    67. Tox21_111736

    68. Tox21_302317

    69. Ac-715

    70. Bdbm50247881

    71. Mfcd02092688

    72. Rabeprazole Sodium Salt [mi]

    73. S4665

    74. Rabeprazole Sodium, >=98% (hplc)

    75. Akos015895734

    76. Akos015962116

    77. Akos025310160

    78. Tox21_111736_1

    79. Am81231

    80. Ccg-213574

    81. Ccg-268423

    82. Nsc 759270

    83. Rabeprazole Sodium [orange Book]

    84. Ncgc00159518-05

    85. Ncgc00255838-01

    86. Rabeprazole Sodium [ep Monograph]

    87. As-13338

    88. Br167318

    89. Rabeprazole Sodium [usp Monograph]

    90. Ft-0631090

    91. Ft-0689461

    92. R0115

    93. C07865

    94. D00724

    95. F17418

    96. 976r906

    97. Sr-01000799133

    98. J-010726

    99. Q-201655

    100. Sr-01000799133-2

    101. Q27108142

    102. [2-[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methylsulfinyl]benzimidazol-1-yl]sodium

    103. Sodium;2-[[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl]-1h-benzimidazole

    104. 1h-benzimidazole,2-[[[4-(3-methoxypropoxy)- 3-methyl-2-pyridinyl]methyl]sulfinyl]-,sodium Salt

    105. 2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-1h-benzimidazole, Sodium Salt

    106. Sodium 2-(((4-(3-methoxypropoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide

    2.4 Create Date
    2007-02-09
    3 Chemical and Physical Properties
    Molecular Weight 381.4 g/mol
    Molecular Formula C18H20N3NaO3S
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count8
    Exact Mass381.11230696 g/mol
    Monoisotopic Mass381.11230696 g/mol
    Topological Polar Surface Area81.5 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity446
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameAciphex
    PubMed HealthRabeprazole (By mouth)
    Drug ClassesAntiulcer, Gastric Acid Secretion Inhibitor
    Drug LabelThe active ingredient in ACIPHEX Delayed-Release Tablets is rabeprazole sodium, a substituted benzimidazole that inhibits gastric acid secretion. Rabeprazole sodium is known chemically as 2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]-methyl]sulfiny...
    Active IngredientRabeprazole sodium
    Dosage FormTablet, delayed release
    Routeoral; Oral
    Strength20mg
    Market StatusPrescription
    CompanyEisai; Eisai Medcl Res

    2 of 4  
    Drug NameRabeprazole sodium
    Drug LabelThe active ingredient in ACIPHEX Delayed-Release Tablets is rabeprazole sodium, a substituted benzimidazole that inhibits gastric acid secretion. Rabeprazole sodium is known chemically as 2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]-methyl]sulfiny...
    Active IngredientRabeprazole sodium
    Dosage FormTablet, delayed release
    RouteOral
    Strength20mg
    Market StatusPrescription
    CompanyMylan Pharms; Kremers Urban Dev; Teva Pharms Usa; Torrent Pharms; Lupin; Dr Reddys Labs

    3 of 4  
    Drug NameAciphex
    PubMed HealthRabeprazole (By mouth)
    Drug ClassesAntiulcer, Gastric Acid Secretion Inhibitor
    Drug LabelThe active ingredient in ACIPHEX Delayed-Release Tablets is rabeprazole sodium, a substituted benzimidazole that inhibits gastric acid secretion. Rabeprazole sodium is known chemically as 2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]-methyl]sulfiny...
    Active IngredientRabeprazole sodium
    Dosage FormTablet, delayed release
    Routeoral; Oral
    Strength20mg
    Market StatusPrescription
    CompanyEisai; Eisai Medcl Res

    4 of 4  
    Drug NameRabeprazole sodium
    Drug LabelThe active ingredient in ACIPHEX Delayed-Release Tablets is rabeprazole sodium, a substituted benzimidazole that inhibits gastric acid secretion. Rabeprazole sodium is known chemically as 2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]-methyl]sulfiny...
    Active IngredientRabeprazole sodium
    Dosage FormTablet, delayed release
    RouteOral
    Strength20mg
    Market StatusPrescription
    CompanyMylan Pharms; Kremers Urban Dev; Teva Pharms Usa; Torrent Pharms; Lupin; Dr Reddys Labs

    4.2 Drug Indication

    Treatment of duodenal ulcer, Treatment of gastric ulcer, Treatment of gastro-oesophageal reflux disease, Treatment of Helicobacter pylori in patients with peptic ulcer disease, Treatment of Zollinger-Ellison syndrome

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Ulcer Agents

    Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

    Proton Pump Inhibitors

    Compounds that inhibit H(+)-K(+)-EXCHANGING ATPASE. They are used as ANTI-ULCER AGENTS and sometimes in place of HISTAMINE H2 ANTAGONISTS for GASTROESOPHAGEAL REFLUX. (See all compounds classified as Proton Pump Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Proton Pump Inhibitors [MoA]; Proton Pump Inhibitor [EPC]